Dog Sitting Cottage Grove

Book a Cottage Grove dog sitter to watch your dog in your sitter’s home or yours.

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Over 117
pet parents in Cottage Grove have booked dog sitting

Cottage Grove, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Paige J.
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Paige J.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Madison, WI, 53718

About: I have had a few dog/housesitting jobs in the past few years here and have truly enjoyed my time with the dogs. I love long or short walks and even just hanging around the house for a lazy day. I currently work part time with a fairly flexible schedule. I work either open or close, so I always am available for the opposite. My weekends are fully open, and if there is a job near me I can spend most nights. I prefer a fenced in yard, but understand if that isn’t available. I enjoy playing with the dogs and laying around with them after a long walk.

Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
55 reviews
13 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha took great care of our kitties while we were on vacation! We really appreciated the photos and videos she sent every day. We would love to have her sit for us again in the future!

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Kristin R.
Sitter Profile Image: Emily L.
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Emily L.
from
$20
per visit
5.0 out of 5 stars
26 reviews
9 repeat clients
25 years of experience
Sun Prairie, WI, 53590

Emily and her family are by far the BEST sitters I have ever had! They are so sweet, communicative, flexible, and knowledgeable. I hope to use them every time I need extra help with my buddy.

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Coley H.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
64 reviews
17 repeat clients
20 years of experience
Madison, WI, 53718

Jackie is awesome! She did an amazing job taking care of our girl while we were away and then some! She is friendly, communicative, flexible and considerate. We would love to have her back again and happily recommend her to others!

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Alicia W.
Sitter Profile Image: Stephanie H.
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Stephanie H.
from
$15
per visit
5.0 out of 5 stars
22 reviews
8 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

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Lindsay & Nick P.
Sitter Profile Image: Kayden L.
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Kayden L.
from
$17
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
6 years of experience
Madison, WI, 53704

Excellent pet care giver. Kitty enjoyed meeting him at the door.

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Henry A.
Sitter Profile Image: Renee L.
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Renee L.
from
$22
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Renee was do kind and attentive to our two kitties. They enjoyed her visits and she went above and beyond to make them comfortable and happy. Highly recommend Renee to anyone that is in need of pet sitting!

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Timothy V.
Sitter Profile Image: Eric &  Rachel D.
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Eric & Rachel D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
24 reviews
7 repeat clients
9 years of experience
Capitol, Madison, WI, 53703

About: Eric and Rachel share a love for their beloved Aussie-beagle Lilo and fostering rescue dogs together. We know that it is never easy to leave your beloved dog with someone new, and in a new place. As our own Lilo has struggled with separation anxiety before, we know how important it is to have a pet sitter who is present, patient, and able to cater their care towards a dog’s specific needs. Rachel has taken care of 6 different family dogs growing up, including a border collie, golden retriever, Boston terrier, 2 mixed breeds and a silky terrier. Eric has taken care of his family dog (chihuahua mix) since birth till now (11 years old). Together, we have fostered 16 rescue dogs these past two years, ranging from a high energy Great Pyrenees to 3 Border Collie puppies all at once, to a completely afraid and anxious Beagle mama and Shiba Inu mama that are recovering from very difficult situations. We have also looked after American pit bulls, a large Newfoundland, and senior doggies who have hip difficulties and special diets. Our own dog is a 3.5 year old Aussie-beagle, so we particularly love the herding dogs. :) We both have lots of experience working with dogs of all kinds of temperaments and needs, especially high energy dogs who require a lot of attention and care, and administering medication to dogs who have special needs. Rachel also loves cooking her home cooked meals for her dog, and can do that for yours too, if you need! We both work from home and have all weekends free. Our flexible schedules together allows us to bring dogs regularly on walks and to look after them consistently. We follow instructions really well, and can take care of your dog according to your requirements. We allow dogs to roam and sleep freely in our home, but we can also crate your dog easily if you prefer. We know how to work with your dog with lots of gentle care and love.

Sitter Profile Image: Aubrey S.
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Aubrey S.
from
$18
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Cottage Grove, WI, 53527

About: As a 19-year-old sitter, I offer compassionate senior pet care and puppy training experience, ensuring patience, energy, and dedication to keep your pets happy and healthy. Pet care is a joyful part of my daily routine, giving me purpose, structure, and happiness. I love making time for walks, play, and cuddles! I care for pets by following their feeding and exercise routines, providing fresh water, administering medication if needed, offering lots of love, and keeping their environment clean and safe.

Sitter Profile Image: Carley T.
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Carley T.
from
$19
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
20 years of experience
Westchester Gardens, Madison, WI, 53704

Carley is a delight and such a wonderful sitter! Incredibly sweet and a natural with animals, I had no worry at all leaving my pups in her care. Regular check-ins and photo updates throughout the weekend. I highly recommend Carley and will definitely try to book her again.

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Suzanne S.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$24
per visit
4.9 out of 5 stars
49 reviews
8 repeat clients
8 years of experience
Janesville, WI, 53546

Allison was fantastic! She was able to accommodate my last minute request and did so good with my fur babies! Very friendly and such a good personality!

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Heather G.
Sitter Profile Image: Sammi S.
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Sammi S.
from
$25
per visit
5.0 out of 5 stars
42 reviews
3 repeat clients
20 years of experience
Monona, WI, 53716

Sammi took great care of our two kitties and send great photos! Even our extremely anxious cat was able to feel comfortable and come out to play :)

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Clare L.
Sitter Profile Image: Kelsea & Astasia L.
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Kelsea & Astasia L.
from
$13
per visit
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Stoughton, WI, 53589

About: I've always grown up living around pets and animals of any kind, grew up with farm animals and household pets, lots of experience with both large and small dogs, and plenty of experience with cats. I currently have 3 cats at my home, and I love spending time with dogs as well. I've worked with both young and old cats and dogs as well! I also have experience with disabled pets (one of my dogs was a rescue that lost a leg in an accident). My partner works full time as a manager at a local pizza place in Stoughton, so they might come and go a bit for work, but I work from home and am able to stay in the home with your animals when and as needed. I work from home as a digital artist, so my schedule is completely open and flexible, and I can fit in pet care at any time that might be needed. I am very open to working around any specific care needs your fur family might need, and can work around your wants and needs for your pets care in and out of your home!

Sitter Profile Image: Ashley H.
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Ashley H.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
21 reviews
4 repeat clients
7 years of experience
Madison, WI, 53716

Ashley did a great job taking care of our pets and really helped us out with unexpected scheduling changes happened. She was very flexible and we knew our animals were in good hands.

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Ariana D.
Sitter Profile Image: Mary W.
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Mary W.
from
$14
per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
20 years of experience
High Crossing, Madison, WI, 53718

Mary did a great job with my two kitties. They were both quite happy and healthy when I got back home.

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Tom W.
Sitter Profile Image: Alyssa T.
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Alyssa T.
from
$20
per visit
5.0 out of 5 stars
84 reviews
20 repeat clients
10 years of experience
Sun prairie, WI, 53590

Alyssa watched our three pups for two days with four visits and did an outstanding job! Highly recommend her!!

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Michael P.
Sitter Profile Image: Robin B.
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Robin B.
from
$50
per visit
4.4 out of 5 stars
15 reviews
5 repeat clients
35 years of experience
Madison, WI

About: I have raised and trained dogs (cats, bunnies, & livestock) since a very young age. I am very active and love to run and play with critters. But I also love to chill and snuggle. I have farm experience, and spent some time working with dog breeders, groomers, and in animal healthcare. I have experience with dogs of all ages, sizes, and breeds. I have experience pet sitting for friends, family, and neighbors since I was a child. I have dealt with special needs, injuries, administering medication, and holistic health remedies. I understand that dogs require a considerable amount of attention and exercise, and I am up for the challenge. I am a professional business owner and I take my responsibilities to you and your pets very seriously. I am a small business owner so I get to make my own schedule. It allows me to break up the work day and pop in on pups. Every dog loves a mid day walk in the park! We have a fenced in yard and we take daily walks around the neighborhood. Our dogs are the biggest divas and have ALLLLLL the toys and treats and chews that a pup could dream of. (And backyard games of fetch to run off all those extra snacks)

Sitter Profile Image: Ashley V.
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Ashley V.
from
$13
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Madison, WI, 53703

About: Since I was little I’ve taken care of many pets! People have relied on me when out of town many times for a puppy and older dogs. I’ve bathed dogs, cut their hair, given medicine, etc.. No matter what it says on here I am always taking new pets! Sometimes this app randomly changes my availability or accessibility. Please ALWAYS REACH OUT!!! I am a student but in my free time i love to take care of and hangout with peoples animals! I am still figuring out pricing! I will respect your home and pet. I will play with them outside if they have a yard and make sure they feel loved. I will always be responsible and take great care of them.

Sitter Profile Image: Erin B.
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Erin B.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53713

About: I’ve grown up with dogs my whole life which convinced me to get my own dog a little over two years ago! I really enjoy taking dogs on walks and adventures around town. My dog is black and has thick fur so it definitely depends on the weather where we end up going on a walk (whether there is water or a shaded area). I also enjoy taking dogs to the dog park if they enjoy other pups. I can watch small dogs and big dogs (who might pull the leash a little harder). I am a teacher currently so I have the summer to have a chill job that’s flexible for my needs and other peoples needs as well. I will treat your pets as if they were my own. If you have a schedule where you need to let your dog out every other hour I can help out. I can also do something more chill where they just need to be fed early morning or late at night. Taking trips and being busy is part of life so I will help ease your stress about your little fur babies schedule.

Sitter Profile Image: Karen C.
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Karen C.
from
$15
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
35 years of experience
Windsor, WI, 53598

Karen was fantastic with our cats! Treated them wonderfully and sent the best update pictures. Will for sure be looking into her again next time!

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Samantha D.
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The median cost per visit for dog sitting in Cottage Grove is $20

Dog parents share their Rover experiences - Cottage Grove

1 / 1
5.0 out of 5 stars

Amanda has provided excellent care for my pets for several years. She is 100% reliable and communicates consistently. She is wonderful!

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Christina P.
Drop-In Visits
5.0 out of 5 stars

Paul is amazing! He leaves great updates, and shares his love and heart with our pups while we’re away. I don’t trust anyone else with my pups!

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Jessica B.
Drop-In Visits
5.0 out of 5 stars

Christine was absolutely wonderful. She took such good care of our little guy. He was comfortable and so happy. She sent daily pics and check-ins. Would book her every time. 10/10 experience, with peace of mind while we were away!

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Ashley S.
Drop-In Visits
5.0 out of 5 stars

Darcy did a great job caring for my pup! She took the time for a meet and greet to learn about my pup and he was happy and calm when I got home. She clearly loves animals and is an experienced pet caregiver. Highly recommend Darcy!

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Marci
Drop-In Visits
5.0 out of 5 stars

Hallie recently did some drop in visits and walking sessions while we were on vacation. She took great care of our boy and made sure he was fed and had his pills. She is always on time and out pup loves her!

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Christine D.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog sitting - Cottage Grove

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Sitters in Cottage Grove average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Cottage Grove

Frequently asked questions about Rover

The average cost for Dog Sitting in Cottage Grove on Rover is $17.66 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 1,511 sitters on Rover offering Dog Sitting across Cottage Grove. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Cottage Grove stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cottage Grove choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cottage Grove with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Cottage Grove. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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